Thoughtful Investing
Ratin Biswass / 18 Sep 2025/ Categories: DSIJ_Magazine_Web, DSIJMagazine_App, Editorial, Editorial, Editors Keyboard

As investors, we are all reminded from time to time that the markets have a way of humbling even the most seasoned among us
As investors, we are all reminded from time to time that the markets have a way of humbling even the most seasoned among us. The market’s recent performance is a reminder of this. After steep declines in July and August, benchmark indices surged by up to four per cent this month, driven partially by a government-announced GST cut and renewed optimism for trade negotiations with the USA. These rapid rebounds underscore the market’s volatility, where policy shifts and geopolitical developments can swiftly alter fortunes. Such dynamics make us want to revisit our thoughts on investing and call for a disciplined, strategic approach to it, one that transcends reactive decisions and embraces deeper insights into market behaviour.[EasyDNNnews:PaidContentStart]
At the heart of thoughtful investing lies the concept of second-level thinking, which distinguishes successful investors by encouraging a contrarian mindset. While first-level thinkers might sell during downturns due to a grim outlook, second-level thinkers dig deeper: ‘The outlook is poor, but it is not as bad as everyone thinks—buy.’ This approach demands intellectual rigour and emotional resilience to act against prevailing sentiment, a skill crucial in navigating volatile markets like India’s recent recovery.
Risk management is paramount, far outweighing the pursuit of high returns. Risk is not just volatility or low-quality assets; it is the uncertainty of outcomes diverging from expectations. The greatest danger often lies in overpaying for assets, even those of high quality. In bull markets, where valuations can become inflated, this principle serves as a caution against chasing momentum-driven opportunities, especially in the current rebound as earnings are yet to catch up.
Central to this philosophy is the price-value relationship: no investment is inherently good if purchased at an excessive price. The best case is HDFC Bank and Reliance Industries, two of the index heavyweights, have underperformed Nifty 50 by a huge 40 per cent and 50 per cent respectively in the last five years. Buying opportunities at a discount to their intrinsic value creates a margin of safety, minimising downside risk while positioning for potential gains. Market psychology plays a critical role here—euphoria can push prices above worth, while fear can drive them below. Recognising these misalignments offers disciplined investors significant opportunities, particularly during market swings like those seen recently in India.
Markets are inherently cyclical, oscillating between greed and fear, optimism and pessimism. These cycles are self-correcting. Periods of excess pave the way for downturns, while downturns lay the groundwork for recovery. The key is to stay attuned to where we are in the cycle, gauging sentiment and valuations, without attempting to time the market. Opportunities for both gains and losses are greatest when investors overlook this cyclicality, a lesson applicable to the current Indian market upswing.
Psychology often acts as an invisible force, with emotions like greed, fear, and overconfidence clouding judgement. A common pitfall is the tendency to chase rising prices, liking assets more as they become costlier—a behaviour that fuels bubbles and leads to buying high and selling low. Resisting these biases through objective, dispassionate analysis provides a competitive edge, particularly in sentiment-driven markets.
Second-level thinking in practice involves assessing probabilities rather than seeking certainties, enabling informed decisions about future performance. This approach rejects short-term speculation in favour of patient opportunism, waiting for mispriced opportunities and acting decisively. By focusing on value investing and maintaining a margin of safety, investors can navigate uncertainty with confidence.
DSIJ analyses, rooted in value investing and market cycle awareness, help you identify mispriced opportunities and maintain a margin of safety. It helps you to stay informed, resist emotional pitfalls, and build a resilient portfolio that thrives amid volatility. I would love to hear your thoughts. Do share your feedback with us at [email protected]
RAJESH V PADODE
Managing Director & Editor
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